Hi Kseniia,
There's a couple of bits of background knowledge needed here. "Oregon Trail" was a popular computer game back in the 1980s or 1990s, where players could play as travellers on the Oregon Trail (a route that pioneers travelling to Oregon in the western USA took back in the 1800s). Lots of people died, usually of dysentery, which is basically very bad diarrhoea.
The word "diss" is slang for insult. Terry, of course, is a name.
In this case, dissin' Terry (insulting Terry) = dysentery (deadly diarrhoea).
Nice joke, though!